Dog Boarding in Winnipeg
Find a loving dog boarder to watch your dog overnight at your sitter's home.

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Top rated Winnipeg dog boarders
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Thanks so much again Pam for taking care of Lambros during our vacay. Even buying him boots so you could walk him and also using your baby boy's diaper when Lambros diaper was all consumed. Thank you for all the love for Lambros! We really appreciate it!”


“Arissa ensured we had nothing to worry about while our babies were in her care. She asked the right questions so that we knew our pets' little quirks and routines were taken care of. It's clear Arissa really loves animals and is quick to understand their needs. I would 10/10 enlist Arissa again and recommend her to anyone I know. No stress, happy vacation!”


“I highly recommend Anna as a dog sitter! She's kind, caring, and friendly. Anna provided regular updates with pictures, and our dog, Poppy, felt at home with her. It was great to know that Poppy was in good hands and well looked after. The fenced yard was a plus, and it was comforting that Poppy was with a family that was home throughout the day. We felt at ease leaving Poppy with Anna and her family, and we're grateful for their excellent care.”


“Mandy truly loves my puppy and goes to great lengths to provide a stimulating, enjoyable environment for him. I recommend Mandy to anyone looking for excellent pet care.”


“Our lab stayed with Cady and her husband for a week. They both seemed very happy and confident to care for our large excitable dog. Cady continued to make us feel comfortable by sending pictures and videos throughout the week capturing Bluey’s personality. Although Bluey was excited to be home, I can tell he was happy and enjoyed his time with Cady!!!”


“We received daily updates on Pika’s experience. She received so much love while we were away and Jayson and Lovely accommodated our late pick up. We will book again!”


“Colleen and her family were so wonderful while I was away for a week! she sent me updates and pictures almost everyday and my dog had a great time while in their care. their home is lovely and I felt she was so welcomed there immediately. I will definitely be using Colleen again!”


“Barnaby had a great stay with Katharine. She sent regular updates and pictures. When we came to pick him up, he was happy to see us, but you could tell he was also a little sad to be leaving Katharine. Thank you for taking such good care of Barnaby.”


“Madison was a wonderful sitter! Communication was clear and easy. She made sure to confirm drop off and pic of times day of, and sent updates while I was away with pictures. You can tell she has a love for animals by her interactions, Hobbes seemed very at ease in her care, and was pooped at pick up! She even offered to drop Hobbes off once I was back home to make things easier on me! Would highly recommend Madison to anyone looking to watch their pup ☺️ thank you so much again!!!”


“It was our first time using Rover and Pukker (9-month-old pup), and I had a great experience with Tenille and her family! Pukker is my first dog, and I may be a helicopter dog mum while learning about dog behaviour etc. After our meet and greet, I felt comfortable leaving Pukker with Tenille, who stepped in at the last minute for boarding. They were all very knowledgeable and caring! Pukker was very happy when I left her, and Tenille sent updates and pictures and gave my pup the best care. Although it was only a two-night stay, my partner and I have noticed Pukker is calmer and doing much better on leashed walks! We both agree that I made the right choice for our pup! I recommend Tenille and plan to book more pup staycations with her!”


“She is the best pet sitter ever! ❤️ my little pup loved staying with Claudia. I’m really happy I found someone that can take care of him and teach him so many things! 🥰 I definitely recommend her, your pups will be more than happy with her!!”


“We are beyond grateful to Melissa and her wonderful family for taking such exceptional care of our beloved Milo. From the moment we dropped him off, we felt a deep sense of peace knowing he was in loving, capable hands. Throughout the entire week, Melissa kept us updated with sweet photos and thoughtful messages that truly put our hearts at ease. It was clear that Milo wasn’t just being looked after—he was being welcomed into their home like one of their own. Whether it was cozy snuggles, playtime, or peaceful walks, he looked happy, relaxed, and so loved. Their home is warm, calm, and filled with kindness—everything a pup could hope for when away from their usual surroundings. Milo returned to us happy, healthy, and with a wag in his tail that said it all. We feel so lucky to have found Melissa and her family. They are truly a rare gem in the world of dog-sitting. Thank you for giving Milo such a beautiful little vacation—we can’t wait to see you again!”


“Ariana took such good care of our Gertie girl while we were away for a week. She checked in daily to let us know how she was doing and even gave our dog her antibiotic ear drops. Our dog got along well with her puppy Spaniel and they spent a lot of time outside in her gated yard. We would definitely use Ariana again!”


“Stephanie is awesome! We were kept up to date about Bernie throught out his stay with messages, pictures and videos. It made us feel at ease that Bernie was sij good company. She was very prompt with answering questions and concerns. She is easy to work with. We will definitely continue to book with her in the future.”


About: I’ve been caring for dogs since I was 12, and it’s truly one of my favorite things to do! I love spending time with furry friends—feeding them, playing with them, and making sure they feel happy and safe. Since moving to Winnipeg four years ago, I’ve been the go‑to pet sitter for friends whenever they travel. They trust me because I follow their instructions carefully and treat their pets like part of my own family. I’d be happy to give your beloved companion the same loving care while you’re away! I’m working from home right now, so I’d really enjoy hanging out with a furry friend. I have plenty of experience caring for pets, and I’m flexible with my hours to make sure they get all the attention and walks they need. I’ll make sure your pet feels safe and comfy. With a balcony for fresh air, your furry friend will be happy. I follow instructions carefully and give lots of love and care.

“Paula took care of my dog Charlie for a week and I couldn’t be happier with the excellent care she provided. She made sure Charlie had all he needed, she tried to keep as many of the same routines we had for Charlie at home as possible to make him feel comfortable, she and her daughter took him on many walks and provided lots of updates and pictures every day. I highly recommend her and will certainly leave Charlie with Paula again during our next trip.”
Loving dog boarding sitters in your neighborhood
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Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.


Pamela H.Star Sitter

“Thanks so much again Pam for taking care of Lambros during our vacay. Even buying him boots so you could walk him and also using your baby boy's diaper when Lambros diaper was all consumed. Thank you for all the love for Lambros! We really appreciate it!”


Karen R.

“Karen provided regular updates and pictures of my cat while he stayed there for 4 nights. I would use Karen to cat sit again and thought she did a great job”


Arissa R.
Star Sitter


“Arissa ensured we had nothing to worry about while our babies were in her care. She asked the right questions so that we knew our pets' little quirks and routines were taken care of. It's clear Arissa really loves animals and is quick to understand their needs. I would 10/10 enlist Arissa again and recommend her to anyone I know. No stress, happy vacation!”


Anna S.Star Sitter

“I highly recommend Anna as a dog sitter! She's kind, caring, and friendly. Anna provided regular updates with pictures, and our dog, Poppy, felt at home with her. It was great to know that Poppy was in good hands and well looked after. The fenced yard was a plus, and it was comforting that Poppy was with a family that was home throughout the day. We felt at ease leaving Poppy with Anna and her family, and we're grateful for their excellent care.”


Mandy D.Star Sitter

“Mandy truly loves my puppy and goes to great lengths to provide a stimulating, enjoyable environment for him. I recommend Mandy to anyone looking for excellent pet care.”


Cady L.

“Our lab stayed with Cady and her husband for a week. They both seemed very happy and confident to care for our large excitable dog. Cady continued to make us feel comfortable by sending pictures and videos throughout the week capturing Bluey’s personality. Although Bluey was excited to be home, I can tell he was happy and enjoyed his time with Cady!!!”


Jayson & Lovely M.Star Sitter

“We received daily updates on Pika’s experience. She received so much love while we were away and Jayson and Lovely accommodated our late pick up. We will book again!”


Colleen C.Star Sitter

“Colleen and her family were so wonderful while I was away for a week! she sent me updates and pictures almost everyday and my dog had a great time while in their care. their home is lovely and I felt she was so welcomed there immediately. I will definitely be using Colleen again!”


Katharine Y.Star Sitter

“Barnaby had a great stay with Katharine. She sent regular updates and pictures. When we came to pick him up, he was happy to see us, but you could tell he was also a little sad to be leaving Katharine. Thank you for taking such good care of Barnaby.”


Madison H.Star Sitter

“Madison was a wonderful sitter! Communication was clear and easy. She made sure to confirm drop off and pic of times day of, and sent updates while I was away with pictures. You can tell she has a love for animals by her interactions, Hobbes seemed very at ease in her care, and was pooped at pick up! She even offered to drop Hobbes off once I was back home to make things easier on me! Would highly recommend Madison to anyone looking to watch their pup ☺️ thank you so much again!!!”


Tenille S.

“It was our first time using Rover and Pukker (9-month-old pup), and I had a great experience with Tenille and her family! Pukker is my first dog, and I may be a helicopter dog mum while learning about dog behaviour etc. After our meet and greet, I felt comfortable leaving Pukker with Tenille, who stepped in at the last minute for boarding. They were all very knowledgeable and caring! Pukker was very happy when I left her, and Tenille sent updates and pictures and gave my pup the best care. Although it was only a two-night stay, my partner and I have noticed Pukker is calmer and doing much better on leashed walks! We both agree that I made the right choice for our pup! I recommend Tenille and plan to book more pup staycations with her!”


Polina B.Star Sitter

“Polina is amazing! She provided picture updates of how Pikiw was doing. Pikiw really liked his stay and will definitely be back in the future!”


Claudia S.

“She is the best pet sitter ever! ❤️ my little pup loved staying with Claudia. I’m really happy I found someone that can take care of him and teach him so many things! 🥰 I definitely recommend her, your pups will be more than happy with her!!”


Melissa F.

“We are beyond grateful to Melissa and her wonderful family for taking such exceptional care of our beloved Milo. From the moment we dropped him off, we felt a deep sense of peace knowing he was in loving, capable hands. Throughout the entire week, Melissa kept us updated with sweet photos and thoughtful messages that truly put our hearts at ease. It was clear that Milo wasn’t just being looked after—he was being welcomed into their home like one of their own. Whether it was cozy snuggles, playtime, or peaceful walks, he looked happy, relaxed, and so loved. Their home is warm, calm, and filled with kindness—everything a pup could hope for when away from their usual surroundings. Milo returned to us happy, healthy, and with a wag in his tail that said it all. We feel so lucky to have found Melissa and her family. They are truly a rare gem in the world of dog-sitting. Thank you for giving Milo such a beautiful little vacation—we can’t wait to see you again!”


Amy B.

“Amy was great! She sent a lot of updates and even brushed Jack. Would definitely book with her again!”


Ariana R.Star Sitter

“Ariana took such good care of our Gertie girl while we were away for a week. She checked in daily to let us know how she was doing and even gave our dog her antibiotic ear drops. Our dog got along well with her puppy Spaniel and they spent a lot of time outside in her gated yard. We would definitely use Ariana again!”


Stephanie O.

“Stephanie is awesome! We were kept up to date about Bernie throught out his stay with messages, pictures and videos. It made us feel at ease that Bernie was sij good company. She was very prompt with answering questions and concerns. She is easy to work with. We will definitely continue to book with her in the future.”


Rosa A.
“can’t recommend Angelica A. enough. 🥰🥰From the very first moment, my dog adored her and would get so excited every time she saw her. Angelica has a unique connection with animals. she’s patient, responsible, and full of love. She always takes the time to play, go for walks, and make sure pets feel happy and safe. With her, I know my dog is in the best hands and surrounded by care and affection. We adore her.”


Paula C.

“Paula took care of my dog Charlie for a week and I couldn’t be happier with the excellent care she provided. She made sure Charlie had all he needed, she tried to keep as many of the same routines we had for Charlie at home as possible to make him feel comfortable, she and her daughter took him on many walks and provided lots of updates and pictures every day. I highly recommend her and will certainly leave Charlie with Paula again during our next trip.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Winnipeg is $43 per night, including service fees. Boarding your dog for one week typically costs $301. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winnipeg dog boarding rates can be found as low as $26 to as high as $57 per night.
As of Aug 2025, 174 sitters provided dog boarding in Winnipeg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 94% of Winnipeg dog boarding sitters respond in under an hour.
Dog boarding sitters with repeat customers have an average of 7 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winnipeg.
Rover makes it easy to find Winnipeg dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 174 dog boarding sitters in Winnipeg on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
